Novel advances in the synthesis of bisphosphonates, containing heterocyclic and macrocyclic structure

Abstract

Herein we describe our recent advances in the synthesis of new bisphosphonates, containing adenosines, adenine moiety as well as reactive aminoacetal fragment and calix[4]resorcinols framework. For the synthesis of these compounds we used three main approaches: Michael addition of nucleophilic amines (adenosines, adenines and aminoacetaldehyde) to (tetraethyl)ethenylidene-1,1-bisphosphonate and tetrakis(trimethylsilyl)ethenylidene-1,1-bisphosphonate); acid catalyzed condensation of bisphosphonic acid derivatives, containing acetal group with polyphenols; formation of onium salts of bisphosphonic acids with adenosine and aminomethylated calix[4]resorcinols.

GRAPHICAL ABSTRACT

Keywords:

• Aminoethylidenebisphosphonate
• bisphosphonic acid
• adenine
• adenosine
• Michael addition

Additional information

Funding

The reported research was funded by Russian Foundation for Basic Research and the government of the Republic of Tatarstan, grant № 18-43-160004.